Cheap Homes for Rent in Little Italy Neighborhood of Chicago, IL from $1,200 (55 Rentals)

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Search the lowest-cost Homes available for rent right now in the Little Italy area of Chicago.

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

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property at 1316 W 18th St

1316 W 18th St

ChicagoIL60608

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Little Italy, Chicago, IL Local Guide

Cheapest Available Little Italy Apartments for Rent

 

The cheapest available apartment rental in the Little Italy area of Chicago, IL is a 3 Beds unit found at Letterman Chicago priced from $1,075. 561 W 18th St has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,150. Here are the most affordable Little Italy apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
Letterman ChicagoMac - 3x23BR,2BA$1,075
561 W 18th St1 bedroom 1 bath1BR,1BA$1,150
Addams ColivingUnit 2184BR,4BA$1,255
768 W. JacksonStudioStudio,1BA$1,395
Roosevelt SquareStudioStudio,1BA$1,450
Westhaven Park StationOne Bedroom1BR,1BA$1,570
Presidential TowersSTUDIO SIXStudio,1BA$1,595
The RosieB1Studio,1BA$1,918
Sage West LoopX12Studio,1BA$2,016

Best Value Apartments for Rent in Little Italy, IL

As of May 17, 2025 the best value apartment in the Little Italy area is the $2.17 price per square foot 238 S Ashland Ave Model at 238 S Ashland Ave, Unit TH2 in the in the Near West Side neighborhood starting from $3,900. The second greatest value Little Italy apartment is the 1600 S Blue Island Ave Model at 1600 S Blue Island Ave, Unit 501 starting at $4,495 with a $2.78 price per square foot in the University Village neighborhood. Here is today’s list of the best values for Little Italy apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
238 S Ashland Ave, Unit TH2238 S Ashland Ave3BR,2BA$2.17
1600 S Blue Island Ave, Unit 5011600 S Blue Island Ave3BR,3BA$2.78
229 S Racine Ave, Unit 1229 S Racine Ave2BR,2BA$2.06
Luxe on Madison2C2BR,2BA$2.76
814 W 18th St, Unit 3M814 W 18th St2BR,1BA$2.15
The OtisD192BR,1BA$2.83
1638 W 18th Pl, Unit 1R1638 W 18th Pl2BR,1.5BA$2.61
Letterman ChicagoCole - 2x12BR,1BA$1.93
Harris Point Chicago846 S. Loomis St. Apt GF2BR,1BA$2.87
Westhaven Park StationOne Bedroom1BR,1BA$2.50

Quick Rent Budget Calculator

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Frequently Asked Questions about Little Italy

What type of rentals are currently available in Little Italy?

There are currently 511 Apartments for Rent in Little Italy, IL with pricing that ranges from $850 to $16,890. There are also 312 Single Family Homes for rent, Condos, and Townhome rentals currently available in Little Italy ranging from $1,200 to $10,615.

What is the current price range for Rental Homes in Little Italy?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Little Italy ranges from $1,200 to $10,615 with an average monthly rent of $3,174.

How much are larger Three and Four Bedroom Rentals in Little Italy?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Little Italy range from $1,075 to $16,890, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,200 to $10,615. Four Bedroom Single-Family rentals are also available starting from $2,600 and Four Bedroom Apartments start at $850.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

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A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago

Written by: Nicole Harms

I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.